28l 



Tetracycline, Analogues and Related Substances 



tified streptomycete. The molecular weight was about 

 390. Contained 3 — OH groups (one acidic) and one 

 C — CH;5 group. Monomethyl derivative with diazometh- 

 ane. Mono- and tri-acetates were formed, depending on 

 method. The infrared absorption pattern was similar to 

 that of Terramycin. The following partial structure was 

 proposed : 



— CH3 

 —OH 

 — CH=CH 



I — 2H 

 — CH=CH 

 2 double bonds 

 _1 unplaced O-atom 



V. C. Vora, K. Shete and M. M. Dhar, J. Sci. Ind. Research 

 (India) 16C 182 (1957). (Isolation) 



612 2- Ace tyl-2-decarboxamidooxy tetracycline ( Terramycin-X ) (Hy- 

 drochloride), CogHsgOgN-HCl, ycllow crystals, m.p. 201- 

 203°, [ale'" -46.6° (c 0.9 in 0.1 N hydrochloric acid). 



Streptomyces rimosus 



F. A. Hochstein, M. Schach von Wittenau, F. W. Tanner, Jr. 

 and K. Murai, /. Am. Chem. Soc. 82 (1960). (In press) 



613 Tetracycline (Achromycin, Tetracyn, Polycycline, Panmycin), 

 C22H24OSN0, yellow crystals, m.p. 170-175° (dec), [aW^ 

 -239° (c i.O in methanol). 



CONH2 



Streptomyces sp. 



